Kissei Pharmaceutical Co., Ltd.

Junichi Sonehara

Kiyoshi Kasai

Hidetoshi Isawa

Ken Kikuchi

Minoru Kubota

Masahiro Kobayashi

Nobuhiko Fushimi

Eiji Tsuru

Nobuyuki Tanaka

Tetsuro Tamai

Hiromu Harada

Satoshi Akahane

Yukihiko Hotei

Tetsuji Ozawa

Michio Toda

The present invention relates to a method for preparing the glucopyranosyloxypyrazole derivatives which are useful as agents for the prevention or treatment of a disease associated with hyperglycemia such as diabetes, diabetic complications, obesity or the like. A glucopyranosyloxypyrazole derivative can be easily and efficiently prepared by allowing a benzylpyrazole derivative represented by the general formula: wherein R, R, R, Rand Rmay be the same or different, for example each of them is a hydrogen atom, a halogen atom or an alkyl, alkoxy, arylmethyloxy group or the like, Ris an alkyl group, for example Ris a hydrogen atom or an alkyl, alkoxy, arylmethyloxy group or the like, to react with a compound represented by the general formula: wherein as an example, PGis a pivaloyl group or the like, as an example, Xis a bromine atom or the like, therefore the present invention is extremely useful as a method for preparing pharmaceutical compounds.

Process for production of glucopyranosyloxypyrazole derivative

The present invention provides ethyl (&#x2212;)-2-[4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-2,5-dimethylphenoxy]acetate hydrochloride, crystalline forms thereof and pharmaceutical compositions containing them, which have excellent &#x3b2;-adrenoceptor stimulating effects, therapeutic effects on pollakiuria or urinary incontinence and storage stabilities and are useful as a medicament.

Crystals of hydroxynorephedrine derivative

The present invention relates to a crystalline polymorph of 2-&lsqb;4-&lsqb;2-&lsqb;&lsqb;(1S,2R)-2-hydroxy-2-(4-hydroxy-phenyl)-1-methylethyl&rsqb;amino&rsqb;ethyl&rsqb;phenoxy&rsqb;acetic acid having strong diffraction peaks (diffraction angle: 2&thgr;&plusmn;0.1&deg;) at 10.8, 19.1, 19.3, 19.8, 20.6 and 27.0&deg; in powder X-ray diffraction pattern, which has potent &bgr; - and &bgr; -adrenoceptor stimulating effects and is useful as an agent for relieving pain and promoting the removal of calculi in urolithiasis, and the like. For example, the crystalline polymorph can be prepared by hydrolyzing ethyl 2-&lsqb;4-&lsqb;2-&lsqb;&lsqb;(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl&rsqb;-amino&rsqb;ethyl&rsqb;phenoxy&rsqb;acetate phosphate by sodium hydroxide, adding an aqueous phosphoric acid solution at 40&deg; C. and over, adding a mixed solvent of water and methanol or methanol to the resulting compound, and stirring the suspension at 40&deg; C. to reflux temperature for 30 minutes to several hours.

Crystal polymorphism of aminoethylphenoxyacetic acid derivative

Growing community of inventors

Fukui, Japan

Junichi Sonehara